Reaction #8689

Reaction equation

2-phenyl-ethanesulfonic acid amide potassium salt

4,6-dichloro-5-p-tolyl-pyrimidine

Hunig's base

→

2-phenyl-ethanesulfonic acid (6-chloro-5-p-tolyl-pyrimidin-4-yl)-amide

Yield 59.6%

Solvents

DMSO

water

Conditions

Workup

1. 1
   Extractionextracted twice with diethyl ether (250 ml)
2. 2
   Filtrationfiltered
3. 3
   WashThe solid material was washed with water and diethyl ether
4. 4
   Otherdried at 40° C. under high vacuum

Procedure

A solution of 2-phenyl-ethanesulfonic acid amide potassium salt (3.0 g), 4,6-dichloro-5-p-tolyl-pyrimidine (2.15 g) and Hunig's base (1.57 ml) in DMSO (50 ml) was stirred at rt for 20 h before it was diluted with water (500 ml) and extracted twice with diethyl ether (250 ml). The aqueous phase was acidified with acetic acid. The resulting suspension was cooled to 5° C. and filtered. The solid material was washed with water and diethyl ether, and dried at 40° C. under high vacuum to give 2-phenyl-ethanesulfonic acid (6-chloro-5-p-tolyl-pyrimidin-4-yl)-amide (2.08 g) as a grey powder. LC-MS: tR=5.23 min, [M+1]+=388.18, [M−1]−=386.14.

Source